Ligand profile

CHEMBL3686477

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P13866 Formula C₂₄H₂₅ClN₄O₂
pchembl 9.05 ~0.9 nM
Mol. weight 436.94 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3686477
UniProt (similar protein)
P13866
pchembl
9.050 (~0.9 nM)
Target protein
VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 436.94 Da
LogP (Crippen) 4.56
H-bond donors 2
H-bond acceptors 4
TPSA 76.02 Ų
Rotatable bonds 4
Aromatic rings 3 / 4
Heavy atoms 31
Fraction sp³ C 0.29
Formula C₂₄H₂₅ClN₄O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 76.0
  • −1 ≤ LogP ≤ 5 4.56
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 436.9
  • LogP ≤ 5 4.56
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 76.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)c1cccc(-c2cc(NC(=O)[C@H]3CNC(=O)C3)nn2-c2ccccc2Cl)c1
InChI 
InChI=1S/C24H25ClN4O2/c1-24(2,3)17-8-6-7-15(11-17)20-13-21(27-23(31)16-12-22(30)26-14-16)28-29(20)19-10-5-4-9-18(19)25/h4-11,13,16H,12,14H2,1-3H3,(H,26,30)(H,27,28,31)/t16-/m1/s1
InChIKey 
XTZWMYPMMWJABH-MRXNPFEDSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
265664
Binding sites
PF00474

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3809.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)